The 2025 Direct Booking Success Summit has officially wrapped…
but for a limited time, get instant access to all 40+ presentations, live session replays, and $4,000+ in exclusive bonuses from this year’s event with the All-Access Pass.
Stop relying on platforms like Airbnb! Make more money with more control!
Learn how to increase your direct bookings from industry experts and your fellow property managers.
Join the 5th Annual Direct Booking Success Summit
November 4-6, 2025
An unmissable virtual event for vacation and short-term rental hosts and property managers from all over the world! Join the fun!
Wouldn't it be nice to get more bookings without relying on the third-party platforms?
If you’re running a short-term rental, you know that it is not all fun and games!
Maybe you’ve run into issues like…
The wrong guests
Slow payouts
Unfair reviews
Not enough bookings
That’s where the DBS Summit comes in!
The Direct Booking Success Summit will help you learn how to stop relying on platforms like Airbnb, and make more money with more control when you learn how to increase your direct bookings from industry experts and your fellow property managers.
So you can...
Have a full calendar of bookings, even in the off-season
Have the right guests booking
Set your own payment terms
Create a business that you love
This is exactly what you'll learn to do at the DBS Summit.
Meet your host
Hi! I’m Jenn Boyles, the founder and CEO of Direct Booking Success – the podcast | the summit | the program. My mission is to help vacation/short-term rental property managers and owners increase their direct bookings with organic marketing.
As a property manager and owner myself, I’ve been managing my own award-winning properties since 2013. Finding myself with a property in an OTA over-saturated area was what initially led me down the direct booking path.
I created the first Direct Booking Success Summit in 2021 as a way for us to come together to learn and network and it has been getting bigger and better each year. I can’t wait to see you this year!
Meet your speakers
5ow for the part you’ve been waiting for. Here are the amazing speakers you’ll hear from at the 2025 Direct Booking Success Summit.
HEATHER DUNWOODY
Outsmart the OTAs and Make AI Your Unfair Advantage
RACHEL DESANTIS
How to Make Your Property the Reason Guests Book
JENN BOYLES
The More You Know Your Guest the Less You Depend on OTAs
SARA SOKOL
How the Dogs Welcoming Niche Leads to Loyal Guests & More Direct Bookings
KERRI GIBSON – LODGIFY
How tech has helped Kerri Gibson create a 70% direct booking business
BRITTANY BLACKMAN
What Guests See (And Feel) Before They Ever Click Book Now
GIL CHAN – CRAFTEDSTAYS
How to Build High-Converting Websites with the PEF Framework
LIZ HOLMAN
How Thoughtful Service Turns Happy Guests Into Higher Earnings
BRIANNE HAMILTON
How to Make Reels That Get Views, Likes, and Bookings
JENNIFER BARBEE
Stop Competing on Price and Start Creating a Destination Brand
SARAH STAHL
The Micro-Influencer Blueprint Behind 93% Direct Bookings
FRANK BOSI – HOSTFULLY
[TBC]
TIZIANA BABBUCCI
Storytelling Strategies That Turn Your STR Into a Media Magnet
ELLIE WHICHARD – ICND
5 Clues Your Website Is Costing You Bookings (and How to Fix It)
LISA ROADS
The Smart Way to Prepare Your Rental Business for a Future Sale
CLAIR ABPLANALP – BEYOND
Charge What You’re Worth With Pricing Backed by Real Market Data
EMILY TILLERY
How to Design Spaces for Guests that Market Themselves
SUSAN BARRY
Steal These Hotel Strategies Without Losing Your STR Personality
ALI CAMMELLETTI
Leading With Empathy and Creativity to Grow a Thriving Vacation Rental Brand
BRITT BENSON-GREER
[TBC]
JENNIFER SPENCER
What It Really Takes to Build a Business Beyond Airbnb
KATIE BESSANT
How Hosts Can Use Instagram to Attract Guests with Ease
STEPH WEBER
The 3 Email Funnels Every STR Host Needs to Drive Direct Booking
CRAIG WEBB
Outrank the OTAs With Search Terms That Actually Convert
TARYN MERCEDES
The No-Stress Template to Creating a High-Converting Vacation Rental Website (that’s as dreamy as your IRL space)
DAWN ASHER
Discover Your Hosting Style and Use It to Drive More Direct Bookings
KELLY ODOR
The secret to winning family bookings by making kids feel like VIPs
NICOLE TWIGG
How Local Advocacy Can Attract More Guests and Homeowners
STACEY ST JOHN
The Review Strategy That Builds Trust and Fills Your Calendar
THIBAULT MASSON
How to Use Length of Stay Rules to Drive Bookings and Reduce Burnout
KATIE CLINE
Storytelling Strategies That Turn Your STR Into a Media Magnet
ROBIN BASS
The Power of Human Connection in a Digitally Driven Industry?
LESLIE SONNIER
Why Doing Everything Yourself Is Costing You Bookings (And How to Fix It)
ORLIE BENJAMIN
Reduce dependence on OTAs and maximize revenue through branding
SARAH ORCHARD
TBD
REBECCA LOMBARDO
Top 10 Marketing Mistakes Experienced Managers Don’t Make
JODI BOURNE
Turn Your Hospitality Superpowers Into Marketing Emails That Book
YVONNE HALLING
Your guests’ communication system to add at least 25% to your revenue.
AMBER KNIGHT
How to Use Data and Demand to Attract New Guests (Not Just Repeat Ones)
ANASTASIA TARA
Designing Stays That Tell a Story and Stay in Guests’ Hearts
SARAH WEAVER
The Smart Investor’s Guide to Managing Properties From Miles Away
As you can see by that incredible lineup, you are *not* going to want to miss this event.
The details
When
The Direct Booking Success Summit will run from November 4-6, 2025 with a variety of pre-recorded presentations and live sessions to attend each day.
Where
I don’t know about you, but I prefer to leave my house as little as possible. With that being said, you can tune into the summit from anywhere with Internet access.
Presentations
Presentations will be approximately 25 minutes in length.
The presentations will be available for 24-hours to encourage you to stop waiting for the right time and take action along with hundreds of other property managers and owners.
Party It Up
You’ll also have access to the exclusive online community on Facebook where we will be able to network and have fun during the live events.
The All-Access Pass
After registering, you can also upgrade to gain access to the All-Access Pass.
This is packed full of resources to help you achieve your direct booking goals.
The All-Access Pass will also give you access to all session replays.
Prizes and Live Action
As an attendee you’ll have the chance to win prizes and take part in all the live action.
Once you’ve registered, head to the online community portal. Come on in and join the fun!
Scholarship
One lucky attendee will win a full year’s scholarship to the STR Content Lab with Jenn Boyles (worth $1,164) so that you can put into practice all the knowledge you’ve gained and increase your direct bookings.
After Summit Event
The day after the Summit ends, on November 7th, I will be hosting an exclusive live event showing you how to implement all the learning you’ve done over the three days.
ITS TIME TO...
🛑 Stop paying commission on all your bookings!
🛑 Stop putting up with bad guests!
🛑 Stop being held hostage by reviews!
🛑 Stop starring at an empty calendar!
And start...
Enjoying a full calendar, all year long with guests who are a perfect fit, give you five star reviews and pay you!
Don't take my word for it...
Here’s what some past attendees have to say about the past three years!
Frequently Asked Questions
It sure is! There are a lot of offerings out there for general business owners, but this one has been created specifically for vacation/short-term rental property managers and owners to help you decrease your dependency on others (think Airbnb), increase your revenue and give you the control you need and want to build your own hospitality accommodation business.
The summit runs from November 4-6, 2025. We’ll kick the summit off with an opening LIVE session on Monday, November 3, 2025 in the exclusive online community on Facebook. Access to the community will be available right when you get your ticket!
Each video will be available for 24-hours. However, you can grab the All-Access Pass to get ongoing access to all the presentations, special speaker and sponsor bonuses – some you won’t see anywhere else!
I am collecting everyone’s email addresses as part of this summit. You will hear from me before the summit, during the summit and after the summit. I do need your email address as part of the summit to send you the presentation links. I promise to never spam you and you can always unsubscribe at the bottom of every email.
Your email address will also be given to the Gold and Silver sponsors for them to be able to communicate with you after the summit. You can unsubscribe from any of these lists at any time.
When you sign up for a speaker’s free download on the presentation pages or to one of the All-Access Pass bonuses then that speaker will also have your email to correspond with you.
To avoid tech glitches, save my sanity, and keep things easy for the speakers, all the presentations are pre-recorded and will be released at the scheduled time. There will be live events in the exclusive community on Facebook.
All of our speakers for this summit have been hand-picked and our slots are currently full. However, we’re open to additional affiliates or potential speakers for next year’s summit. If you’re interested in affiliate details or being considered for DBS Summit 2026, email hello@dbssummit.com.
No problem! Shoot an email over to hello@dbssummit.com and we’ll get back to you as soon as we can.
